Teardrop Lounge is the corner cocktail bar in the Pearl that has been pouring fresh-pressed daiquiris and house-tinctured stirred drinks since 2007, with a horseshoe bar and street-level seating.
Tip: Happy hour runs 16:00 to 19:00 weekdays; book the bar via Resy if you want a stool, the floor takes walk-ins.
Address: 1015 NW Everett St, Portland, OR 97209
The Driftwood Room is the vintage cocktail lounge inside Hotel deLuxe on SW 15th, open since 1954 with curved black-leather banquettes and a Manhattan flight on the menu.
Tip: Open seven nights from 16:00; bar seating goes first, the booths are walk-in and stay quieter through the early shift.
2NW5 is the basement cocktail bar in the Hoxton Hotel, a concealed Old Town room with antique furnishings, coastal Mexican plates from Chef Adan Fausto and classic cocktails.
Tip: Entrance is through the Hoxton lobby; bar reservations help on Friday and Saturday, walk-in stools open up on weeknights.
CC Slaughters is the longstanding Old Town dance club on NW Davis that has anchored Portland's queer nightlife since 1981, with a no-cover door, a big floor and live DJs Thursday through Saturday.
Tip: Late-shift weekends run to 02:00; Sunday opens at 14:00 with day-drinking and karaoke. New ownership took over in 2025 after a brief closure scare.
Silverado is the two-level Old Town gay bar that ran for decades in the Burnside Triangle and relocated to NW Couch in 2018, with a basement dance floor and male dancers and a quieter ground-floor bar.
Tip: Upstairs is the daytime bar with food; downstairs goes late on weekends with go-go dancers and a small cover.
Darcelle XV is the Old Town drag cabaret on NW 3rd that has been running since 1967 in a 1910 brick building, a Portland icon and the longest-running drag cabaret on the West Coast.
Tip: Weekend shows sell tickets in advance; the kitchen serves dinner before the curtain, and the Friday and Saturday late shows are the showcase.
Peacock PDX is the queer cocktail bar that opened in the old Crush Bar space on SE Morrison in September 2025, built for conversation and community events with a long bar and rotating cocktail program.
Tip: Closed Mondays; the cocktail menu rotates seasonally and weekend evenings stretch to 02:00. Event nights bring drag and DJ programming.